Windward Coast Vacation Rentals

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Browse Select Windward Coast Vacation Homes

Perfect Family Beach House. Walk out gate to Amazing Beach.
Traditional home with a well-manicured yard and a charming front porch.

Perfect Family Beach House. Walk out gate to Amazing Beach.

10.0 out of 10, Exceptional, (26)
"We had a great time, wonderful home, comfortable, relaxing, clean, and right next to the beach where we wanted to be in the quiet, quaint town of Wailua. It was the perfect “base camp” for all our adventures. "
Perfect Family Beach House. Walk out gate to Amazing Beach.
Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
Overlooking the ocean, this beach offers a tranquil atmosphere surrounded by lush greenery and a rocky shoreline.

Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind

9.6 out of 10, Exceptional, (162)
"Our family had a wonderful time here.Thank you "
Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind
Enjoy a serene beachside escape with calm ocean views and lush green surroundings.

Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind

9.4 out of 10, Exceptional, (144)
"A nice water front stay close to North Shore and all the attractions "
Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Enjoy serene beach views and scenic islands from this tranquil beachside location.

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.2 out of 10, Wonderful, (137)
"Our family enjoyed our stay at this lovely home. The location was perfect and the beach was fantastic. So nice to spend some time relaxing here. "
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Manoa Valley A 2BR with ocean and mountain views
Kitchen with central island, sink, and ample countertop space, featuring a refrigerator, oven, and glass-fronted cabinetry.

Manoa Valley A 2BR with ocean and mountain views

9.8 out of 10, Exceptional, (52)
"Visited with a group of 4 adults and we each had our own space which was lovely. House is very conveniently located to easily access everywhere we wanted to visit on the island. The house is charming and has a stunning view of the Waikiki shore. Would absolutely stay here again for a future visit!"
Manoa Valley A 2BR with ocean and mountain views
Kawela Kai 495:North Shore Beach Front---Relax & Unwind
Enjoy a serene beach experience with access to clear blue waters and a rocky shoreline.

Kawela Kai 495:North Shore Beach Front---Relax & Unwind

9.4 out of 10, Exceptional, (170)
"beautiful spot, way different feel than the city if that's what you're after. We loved sitting on the beach, the back deck, and being away from the hustle and bustle! "
Kawela Kai 495:North Shore Beach Front---Relax & Unwind
Beachfront | Sunsets | Spa | Surf Spot
Enjoy serene beachfront views with lush greenery and calm ocean waters.

Beachfront | Sunsets | Spa | Surf Spot

9.6 out of 10, Exceptional, (259)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved this place. Every detail was thought of in putting this place together. I wish I could live here."
Beachfront | Sunsets | Spa | Surf Spot
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
Enjoy stunning ocean views from the comfort of this beachfront resort, featuring a pool area with umbrellas and sun loungers.

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

9.8 out of 10, Exceptional, (116)
"Great location. Awesome place!"
The price is CA $274
CA $908 total
includes taxes & fees
Aug 5 - Aug 6
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
Enjoy panoramic ocean and mountain views from this beachfront hotel's high-rise buildings.

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!

9.6 out of 10, Exceptional, (59)
"My family enjoyed the impressive spot on Waikiki. Comfortable accommodations and great food options nearby. Thanks for the wonderful stay."
The price is CA $274
CA $906 total
includes taxes & fees
Aug 14 - Aug 15
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
Kawela Kai 493: North Shore Beach Front
Relax on the deck with a view of the nearby water and shoreline.

Kawela Kai 493: North Shore Beach Front

9.4 out of 10, Exceptional, (204)
"Very good stay"
Kawela Kai 493: North Shore Beach Front
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Relax in this stylish living room with a flat-screen TV, comfortable chair, and cozy coffee table.

Forest Views, Acreage, Fruit Trees, Beach~5m drive

9.6 out of 10, Exceptional, (48)
"The house placed into the forest makes it nice to stay on the island of Oahu. We enjoyed staying at this house in Haleiwa. "
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Enjoy meals in the spacious kitchen with a large island and sink, and dine with a scenic view of the mountains.

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

10.0 out of 10, Exceptional, (49)
"Great proximity to Waikiki beach and beautiful views. "
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Hale Aloha Turtle ~ Bay Golf Course
Two beds with white bedding and orange pillows, a bedside table with a lamp, and a bench with a cushion are featured in this cozy retreat.

Hale Aloha Turtle ~ Bay Golf Course

Hale Aloha Turtle ~ Bay Golf Course
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Relax by the serene pool surrounded by lush tropical vegetation and shaded by palm trees.

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

9.6 out of 10, Exceptional, (200)
"The location was excellent and the unit was comfortable. We were disappointed as five adults to find that there were not really enough beds to accommodate us. One double bed, two singles, and sheets to cover a couch. Enjoyed our stay. "
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Relax in this stylish living room with a comfortable sofa, flat-screen TV, and a beautiful mountain view.

Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views

10.0 out of 10, Exceptional, (59)
"Excellent communication, easy check-in, remodeled unit, convenient parking, clean, well furnished condo."
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill
Enjoy ocean views from the comfort of your balcony, surrounded by lush greenery and the sound of gentle waves.

Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill

10.0 out of 10, Exceptional, (11)
"Wonderful,"
Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill
Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill
Enjoy stunning ocean views from this beachfront hotel's modern design.

Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill

9.2 out of 10, Wonderful, (13)
"This gem has the perfect view of the sky and overlooking the ocean! Safe and quiet with plenty of room to spare."
Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill
Ocean view home office
Enjoy meals al fresco at our outdoor dining area, surrounded by lush greenery and comfortable seating.

Ocean view home office

9.8 out of 10, Exceptional, (29)
"We had a great time with 4 adults and 2 kids. Our favorite was walking down to paradise cove to enjoy the beautiful beach with many turtles, fish and seals. The accommodation was as described and the place was great. Thanks again!"
Ocean view home office
Hale Koolau 2-bedroom house with WiFi, W/D and AC in lovely Kaneohe 30days
Walk along the beach, surrounded by lush greenery and palm trees, with the majestic mountain range in the distance.

Hale Koolau 2-bedroom house with WiFi, W/D and AC in lovely Kaneohe 30days

Hale Koolau 2-bedroom house with WiFi, W/D and AC in lovely Kaneohe 30days
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Enjoy breathtaking ocean views from this balcony with a table and two chairs.

Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities

9.4 out of 10, Exceptional, (81)
"Listing is accurate. Right on beach, peaceful, simple accommodations. "
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windward Coast Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"Donna at the front was amazing! She made our check - in process so easy! We visited with a large group of people and stayed in Tapa tower while some of the group stayed in Diamond, I would 100% recommend Tapa- newer rooms and beds are soooo comfortable ! "
OSCAR 4-night trip
Posted 11 hours ago
Hilton Hawaiian Village Waikiki Beach Resort